Your board is the only worry. If they spot it, or you mention the word "board", get your wallet out for the travel with board tax. Last time I got taxed, I think it cost about $75 one way.

Deception is your friend. I have a bag for the board and one kite that says "golf" on the outside. If they think it is golf clubs, no charge or should I say no extra charge as I hear that the airlines are charging for all bags checked?

I've heard that curbside check in will get you by also, but then you have the tip the sky cap guy tax.

If you are coming back from a kiting destination, it's usually 50/50 whether they spot your board

I'm fairly new to the sport, and have never brought gear on a flight before. Just to clarify, do you guys bring your gear on the flight with you, or just check it? Considering how $$$ everything is, I'd obviously like to carry as much on as possible, but I wasn't sure how much hassle people have had doing that (given size restrictions and everything else). Is it possible to carry-on a kite and board?

I have a lot of experience moving gear on flights. Most important offcourse never tell them what is in your bags. Especially board. Even all kite gear is subject to charge. Golf bags can help. Main thing just say camping gear and stuff.

Most important stay under 50lb they check that like hawk these days is even worse charge then board charge.

I was checked many times, specially when i was traveling with 164 door and 180 bag.
I say is a snowboard and most airline have no problem with skiing gear.
no one ever question why you going to Texas or Mexico with snowboard but if ask you can say whatever like you moving or connecting.
They are checking for surf board so if you have one they will charge extra.